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The Synthesis of New N3-Aryl-N1-(2-phenylquinazolin-4-yl)thioureas

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MOHAMED Walid Fathalla PAZDERA Pavel

Rok publikování 2001
Druh Článek ve sborníku
Konference XXVth Conference of Organic Chemists
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
Obor Organická chemie
Klíčová slova Quinazolines; Thioureas; Benzimidoyl isothiocyanates
Popis The reactions of N2-1-(2-cyanophenyl)-N1-thioxomethylidenebenzene-1-carboximidamide with amines and anilines afforded N3,N3-di R-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea and N3-R-N1-(2-phenyl-quinazolin-4-yl)thiourea. This reaction was applied to involve more anilines with large substituents in order to examine the effect of these large substituents on the reaction pathway and to obtain large number of quinazolines with a big variety of substituents for biological activity screening. This process took place in a one pot reaction starting from the easily available benzamide derivative, which subsequently converted to the imidoyl chloride by the reaction with PCl5 , then to the isothiocyanate. The additon reaction of the isothiocyanate with anilines undergoes a series of spontaneous step of reactions, which finally ends by the formation of the quinazoline derivative.
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